The Bamford-Stevens reaction and the Shapiro reaction share a similar mechanistic pathway. The former uses a base such as Na, NaOMe, LiH, NaH, NaNH2, heat, etc., whereas the latter employs bases such as alkyllithiums and Grignard reagents. As a result, the Bamford-Stevens reaction furnishes more-substituted olefins as thermodynamic products, while the Shapiro reaction generally affords less-substituted olefins as the kinetic products.

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Bamford–Stevens Reaction

  • Jie Jack Li

摘要

The Bamford-Stevens reaction and the Shapiro reaction share a similar mechanistic pathway. The former uses a base such as Na, NaOMe, LiH, NaH, NaNH2, heat, etc., whereas the latter employs bases such as alkyllithiums and Grignard reagents. As a result, the Bamford-Stevens reaction furnishes more-substituted olefins as thermodynamic products, while the Shapiro reaction generally affords less-substituted olefins as the kinetic products.